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Merck
CN

W105

S(−)-Willardiine

solid

别名:

S(−)-α-Amino--3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid

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关于此项目

经验公式(希尔记法):
C7H9N3O4
化学文摘社编号:
分子量:
199.16
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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form

solid

color

white

solubility

0.1 M NaOH: 7.2 mg/mL, DMSO: insoluble, H2O: insoluble, ethanol: insoluble

SMILES string

[H]C1=CN(C[C@H](N)C(O)=O)C(=O)NC1=O

Biochem/physiol Actions

AMPA/kainate glutamate receptor agonist.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

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Michael K Fenwick et al.
Journal of molecular biology, 378(3), 673-685 (2008-04-05)
Glutamate receptors mediate neuronal intercommunication in the central nervous system by coupling extracellular neurotransmitter-receptor interactions to ion channel conductivity. To gain insight into structural and dynamical factors that underlie this coupling, solution NMR experiments were performed on the bilobed ligand-binding
Teruyuki Fukushima et al.
Neuroscience letters, 349(2), 107-110 (2003-08-30)
Heteromeric GluR6/KA-2 kainate receptor were expressed in HEK293 cells and an inhibition of willardiine-induced currents by cations was studied. Zinc was much more effective than Ca(2+), Ba(2+) and Mg(2+) at 235, 265 and 1382 fold increase in IC(50), respectively. The
Jeremy R Greenwood et al.
Neuropharmacology, 51(1), 52-59 (2006-04-25)
Three positional isomers (compounds 1, 2, and 3) of 1-uracilylalanine (willardiine) based on a 3-hydroxypyridazine 1-oxide scaffold with an alanine side-chain at positions 4 (1), 5 (2) or 6 (3) were tested for binding to recombinant homomeric AMPA receptor (AMPA-R)
Ahmed H Ahmed et al.
Biochemistry, 48(18), 3894-3903 (2009-03-17)
Ionotropic glutamate receptors mediate the majority of vertebrate excitatory synaptic transmission. The development of selective antagonists for glutamate receptor subtypes is of interest in the treatment of a variety of neurological disorders. This study presents the crystal structure of the
D E Jane et al.
Journal of medicinal chemistry, 40(22), 3645-3650 (1997-11-14)
Both willardiine and azawillardiine analogs (18-28) have been reported to be potent and selective agonists for either AMPA or kainate receptors. We report here the novel synthesis and pharmacological characterization of a range of willardiine (18-23) and 6-azawillardiine (24-28) analogs

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